m-Chloroperbenzoic acid → 1-(4-(4-(4-(methylsulfinyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)phenyl)piperazin-1-yl)ethanone

HRID 2381677

Reaktionsgleichung

Reaktionsgleichung von HRID 2381677
[CH3:1][S:2][C:3]1[C:4]2[CH:27]=[CH:26][NH:25][C:5]=2[N:6]=[C:7]([NH:9][C:10]2[CH:15]=[CH:14][C:13]([N:16]3[CH2:21][CH2:20][N:19]([C:22](=[O:24])[CH3:23])[CH2:18][CH2:17]3)=[CH:12][CH:11]=2)[N:8]=1.C1C=C(Cl)C=C(C(OO)=[O:36])C=1>C(Cl)Cl>[CH3:1][S:2]([C:3]1[C:4]2[CH:27]=[CH:26][NH:25][C:5]=2[N:6]=[C:7]([NH:9][C:10]2[CH:11]=[CH:12][C:13]([N:16]3[CH2:21][CH2:20][N:19]([C:22](=[O:24])[CH3:23])[CH2:18][CH2:17]3)=[CH:14][CH:15]=2)[N:8]=1)=[O:36]

Komponenten

4

Edukt 2

HCID 70297m-Chloroperbenzoic acidHCID 690231371-(4-(4-(4-(methylthio)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)phenyl)piperazin-1-yl)ethanone

Produkt 1

HCID 690231411-(4-(4-(4-(methylsulfinyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)phenyl)piperazin-1-yl)ethanoneAusbeute 28,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 1-(4-(4-(4-(methylthio)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)phenyl)piperazin-1-yl)ethanone (451 mg, 1.18 mmol) in CH2Cl2 (12 mL), mCPBA (320 mg, 65%, 1.20 mmol) was added. The mixture was stirred at room temperature for 1 h. It was then concentrated in vacuo, the residue was purified by HPLC to give 1-(4-(4-(4-(methylsulfinyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)phenyl)piperazin-1-yl)ethanone as a solid (136 mg).

Aufarbeitung

  1. concentrationIt was then concentrated in vacuo
  2. customthe residue was purified by HPLC

Quellen und Nachweise

ORD-Eintrag
ord-17591c41a7654d52beb30c208d5a177f
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08258144B2

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